Process of dyeing with basic dyestuffs involving the use of aryl derivatives of amides of aromatic hydroxycarboxylic acids as mordants



Patented Mar. 20, 1928.

UNITED STATES PATENT OFFICE.

ALFRED GUENTHER, OF COLOGNE-IRIEHL, JOSE! HALLER, OF WIESDORF, AND ERWIN ROSTER, OF COLOGNE-ON-THE-RHINE, GERMANY, ASSIGNORS TO GRASSELLI DYE- STUFF CORPORATION, OF NEW YORK, N. Y., A CORPORATION OF DELAWARE."

PROCESS OF DYEING WITH BASIC DYESTUFFS INVOLITING THE USE OF ARYL 1 3E- RIV 'ATIVES OF AMIDES OF AROMATIC HYDROXYCARBOXYLIC ACIDS AS MORDANTS.

No Drawing. Application filed January 29, 1926, Serial No. 84,780, and in Germany February 19, 1925.

This invention relates to a process of dyeing with basic dyestuffs involving the use of aryl derivatives of amides of aromatic hydroxycarboxylic acids as mordants.

5 we have discovered that the aryl derivatives of amides of aromatic hydroxycarboxylic acids and their derivatives when applied on cotton behave in a manner similar to tannin and are capable of fixing basic dyestuffs in a. condition fast to Washing.

Whereas tannin must be subsequently treated with potassium antimonyl tartrate (tartar emetic),,the above named compounds on the other hand possess in themselves such strong mordant properties that the subsequent treatment with metal salts may be omitted. The fastness to Washing, rubbing, and light, of the dyeings produced with basic dyestuffs on the compounds named is considerably better than on tannin-tartar emetic; the dyeing baths are more completely exhausted and therefore deeper dyeings are obtained.

The invention is illustrated by the follow- 25 ing examples:

Example 1.

with 10 parts byweight of Turkey-re oil,

15 volume parts of 30 Be caustic soda and.

some water. Then the mixture is diluted with 1000 parts by weight of hot water and dissolved by boiling. Then it is diluted to 1500 volume parts, 15 parts by weight of sodium chloride are added and 100 parts by weight of cotton are introduced at -50" C. The cotton is mordanted during 2 to 3 hours while the bath iscooling after 15 additional parts by weight of sodium chloride have been added when onehour has elapsed. The cotton is then unwound and rinsed with water which has been made acid by means of aceticacid until the at first-yellow tint has disappeared. Then it is rinsed further with water for a time and dyed in the usual manner at 55-60 C. with basic dyes in a neutral or weak acetic acid bath.

Example 2.

5 arts by weight of l-naphthol-Q-carboxyiic acid-fl-naphthalide, prepared by treating 1-naphthol-2-carboxylic acid chloride with ,B-naphthylamine at 182 F., are stirred into a. paste with 3 parts byweight of 'lurkey-red oil and 5 volume parts of {30 Be. caustic soda, diluted and worked up in other respects as in Example 1, and finally dyed in the usual manner with a basic dyestufi'. By introduction of substituents, as for example, the benzoyl-group into the naphthalene nucleus of the above mentioned compound the properties of fastness of the dyeings produced with such compounds are :till further improved to a considerable exent.

Example 3.

5' parts by-weight of the compound obtamed by the action of 2 molecules of salicyhc acid chloride on benzidine are stirred into a paste with .3 parts by weight of Turkey-red oil and .5 volume parts of caustic soda, brought into solution with water and worked up further in the manner described in Example -1, and then dyed in the usual manner with a basic dyestufl.

In the appended claims the term ar 1 derivatives of amides of aromatic hy roxycarboxylic acids is to be understood as including aryl derivatives of amides of aromatic hydroxycarboxylic acids themselves as well as their derivatives and substitution products.

We claim:

1. In a process of'dyeing cotton with a basic dyestuit, the step of fixing the dyestutf by means of an aryl derivative of an amide of an aromatic hydroxycarboxylic acid as a mordant.

2. As a new product,cotton material dyed with a basic dyestufi which is fixed by means of an aryl derivative of an amide of an aro-' matic hydroxycarboxylic acid as a mordant.

3. In a process of dyeing cotton with a basic dyestufi', the ste of fixing the dyestufi by means of an aryl derivative of an amide of a naphthol carboxylic acid as a mordant.

4. As a new product, cotton material dyed with a basic dyestufl which is fixed by means of an aryl derivative of an amide of a naphthol carboxylic acidas a mordant.

5. In a process of dyeing cotton with abasic dyestufi, the step of fixing the dye- 8. As a, new product, cotton material dyed with a basic dyestufi which is fixed by means of 1-naphthol-2carboxylic acid-B-naphthalide as a mordant.

In testimony whereof, we aflix our signatures.

ALFRED GUENTHER. JOSEF HALLER,

ERWIN KUSTER. 

